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  • Pascal's Way 5K [runsignup.com]

    Sat, May 02, 2026 at 8:30 AM

    Description

    Description:

    The 5th Annual Pascal’s Way 5K Run/ Walk can be participated in locally, in Islamorada, FL or virtually whenever and wherever is convenient up until the end of May. The in-person event...

    Description:

    The 5th Annual Pascal’s Way 5K Run/ Walk can be participated in locally, in Islamorada, FL or virtually whenever and wherever is convenient up until the end of May. The in-person event will take place at 8:30 AM on Saturday May 12, 2026, at the Treasure Village Montessori campus in Islamorada. FL.

    This 5K run/walk honors the life of Pascal Weisberger who passed away 6 years ago, and this year is supporting the Pascal’s Way Scholarship for community service-oriented seniors from the Class of 2026 at Coral Shores High School (CSHS). Any additional funds will go to support the science programs of Treasure Village Montessori (TVM) in Islamorada and Ocean Studies Charter School (OSCS) in Key Largo. Over the course of his 9 years living in the Upper Keys, Pascal attended both of these amazing schools and they each added greatly to his life and him becoming the special young man that he was known to be in his community.

    Pascal’s Way is about being a good human, and Pascal’s example in his short 14 years has moved the entire community in the FL Keys to set aside a day of good will and community service, the Annual Pascal Weisberger Day of Service on February 2nd each year. We hope that spirit shines and enriches the experience for everyone who participates in this annual 5K run/walk, an activity that played a significant role in Pascal's life and development.

    Anyone interested in participating can walk or run a ~5K distance at the location of their choice on Saturday, May 2nd at 8:30 AM, or at any other time that is convenient during the month. In lieu of a formal registration fee we ask that you make a donation on this registration site in the suggested amount of $30-40, though we encourage your participation even if you can only afford a smaller amount. Amounts above the suggested donation are also welcome and encouraged, as well as from folks who don't plan to run or walk, but would like to support CSHS Class of 2026 graduating seniors, and the science programs of local schools.

    The in-person race on May 2nd will follow the Old Highway/State Road 4A in Islamorada, starting and ending by the entrance to Treasure Village Montessori, with the turn-around being at the Old Highway entrance to Forest Tek Lumber.

    Thank you for signing up to participate in honor of Pascal Weisberger, he would be humbled by your continued remembrance, and appreciative of those willing to support young people who recognize the importance of service to others, as he always did. #PascalsWay

    A Pascal's Way race t-shirt, magnet, and wristband will be provided to each participant and post-race refreshments will be available, as well as a raffle and slideshow about Pascal's life.

    Additional Information:

    Phone: (305) 879-2118

    Email: apoholek@gmail.com

    Website: https://www.facebook.com/PascalsWay.org
    21.8 km from Key Largo
    77522 Overseas Hwy, Monroe County, Florida, 33036, United States
    OpenStreetMap Google Maps

    5k Run Virtual Walk

  • Game On! Key Largo Triathlon Summer [gameonraceevents.com] [Register at runsignup.com]

    Sun, Aug 16, 2026 at 6:55 AM

    Description

    A destination race in paradise!! The City Bikes Key Largo Triathlon is set at world famous John Pennekamp Coral Reef State Park in Key Largo (just a short drive from Miami) and will take place on...

    A destination race in paradise!! The City Bikes Key Largo Triathlon is set at world famous John Pennekamp Coral Reef State Park in Key Largo (just a short drive from Miami) and will take place on August 16, 2026. This event will feature an Olympic and Sprint distance Triathlon and Duathlon, as well as an Olympic distance Aquabike race. Come for the weekend or make it an escape. The flat calm, crystal clear water is calling your name!

    The picturesque swim takes place at the main beach at John Pennekamp Coral Reef State Park (MM 102.5). The beautiful clear salt water with no current, will be warm and relatively shallow. Your bike will be out and back on Overseas Highway/Card Sound Road. The 3.5 or 6.2 run takes you through a lovely, laid back Florida Keys neighborhood where you will take in the sights of the colorful conch houses in a relaxed atmosphere.

    Finish back at John Pennekamp Coral Reef State Park and bask in the glory as you receive your corral reef finisher medal. There will be hand-crafted, "reef" awards 3 deep for age-groups to 80+!

    Space is limited. Sign up today!

    The first undersea park in the U.S., John Pennekamp Coral Reef State Park encompasses approximately 70 nautical square miles. While the mangrove swamps and tropical hammocks in the park's upland areas offer visitors a unique experience, it is the coral reefs and their associated marine life that bring most visitors to the park. Many enjoy the view of the reef from a glass-bottom boat tour, but visitors can get a closer look by scuba diving or snorkeling. Canoeing and kayaking through the park's waters are popular activities; fishing is permitted in designated areas. Visitors can enjoy walking on short trails, picnicking, or swimming at the beach. The Visitor Center has a 30,000-gallon saltwater aquarium and nature videos are shown in its theater.
    10.6 km from Key Largo
    Overseas Highway, Key Largo, Florida, 33037, United States
    OpenStreetMap Google Maps

    15.75 Miles 16.5 Miles 25.7 Miles 31.9 Miles 32 Miles Aquabike Cycling Duathlon Run Swim Trail Triathlon Walk

  • Old Highway 5k Run/Walk [runsignup.com]

    Sat, Oct 03, 2026 at 7:30 AM

    Description

    Challenge your best time in the Annual Old Highway Run/Walk. Run or walk our legendary highway. It is the legendary Old Highway in Islamorada. It's an awesome flat course with lots of shade.

    The race...

    Challenge your best time in the Annual Old Highway Run/Walk. Run or walk our legendary highway. It is the legendary Old Highway in Islamorada. It's an awesome flat course with lots of shade.

    The race is a timed 5K Run/Walk that starts and finishes at Coral Shores High School, which will be the benefiting partner with 50% of the proceeds going to the school.

    Race shirts and participant medals will be available to the first 200 participants to register.

    Awards will be presented to the Overall Top Three Finishers Male & Female, Overall Masters Male & Female, as well as, to the Top Three Male & Female for the following age groups:

    5k Awards

    <9

    10-13

    14-15

    16-19

    20-24

    25-29

    30-34

    35-39

    40-44

    45-49

    50-54

    55-59

    60-64

    65-69

    70-74

    75-79

    80+

    After your race, you can reunite with family and friends while enjoying snacks, refreshments, and music.

    Please note disclaimer:

    Race management reserves the right to postpone or cancel the event due to events outside of managements control such as natural disaster and/or other emergencies. No Refunds will be issued under these circumstances. Management may also alter the course and distances for the safety of athletes.

    Entry is Non-Refundable, Non-Deferable, and Non-Transferable.

    NO Pets, Skateboards, Rollerblades will be permitted on the course.

    All times and locations are subject to change.
    11 km from Key Largo
    89901 Old Highway, Monroe County, Florida, 33070, United States
    OpenStreetMap Google Maps

    5k Run Walk

  • Islamorada Half Marathon & 10k, Rumrunner Run 5K/10K and Beach N' Beer Mile [islamoradarunning.com] [Register at runsignup.com]

    Sat, Dec 12, 2026 at 8:00 AM

    Description

    Welcome to the 12th annual Islamorada Half Marathon & 10K, Rumrunner Run 5K and Beach N’ Beer Mile! Our full weekend of road races and parties has become a bucket list event for people from all over the world. As the largest event in the upper Keys, we love bringing all our runners down to our little island to enjoy everything Islamorada has to offer.
    21.8 km from Key Largo
    77522 Overseas Hwy, Monroe County, Florida, 33036, United States
    OpenStreetMap Google Maps

    1 Miles 5k 6.2 Miles 10k 13.1 Miles Half Marathon Run

  • USA Women's Half Marathon Islamorada, Florida Keys [usawomensracefl.com] [Register at runsignup.com]

    Sat, Feb 06, 2027 at 7:00 AM

    Description

    All Finishers receive a Luxury Custom Sterling Silver Signature Pendant and Necklace, Custom Race Shirt, all Professional Race Photos, a Custom Tote Bag, Mimosas, and Continental Breakfast Food at the finish.
    21.8 km from Key Largo
    77522 Overseas Hwy, Monroe County, Florida, 33036, United States
    OpenStreetMap Google Maps

    13.1 Miles Half Marathon Run

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